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A ‘sulfonyl-azide-free’ (SAFE) aqueous-phase diazo transfer reaction for parallel and diversity-oriented synthesis

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Abstract

Diazo transfer reactions are notoriously associated with the use of potentially explosive sulfonyl azides. The first ‘sulfonyl-azide-free’ (SAFE) protocol for producing diazo compounds from their active-methylene precursors via the Regitz diazo transfer reaction was developed and has displayed a remarkable substrate scope. It can be applied to generating arrays of diazo compounds for further evolution via combinatorial chemistry and a range of scaffold-generating transformations.

Graphical abstract: A ‘sulfonyl-azide-free’ (SAFE) aqueous-phase diazo transfer reaction for parallel and diversity-oriented synthesis

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Publication details

The article was received on 13 Mar 2019, accepted on 07 Apr 2019 and first published on 08 Apr 2019


Article type: Communication
DOI: 10.1039/C9CC02042J
Citation: Chem. Commun., 2019, Advance Article

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    A ‘sulfonyl-azide-free’ (SAFE) aqueous-phase diazo transfer reaction for parallel and diversity-oriented synthesis

    D. Dar’in, G. Kantin and M. Krasavin, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC02042J

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